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Woodstock Fair, one of the oldest and largest agricultural fairs in New England, is held every year on Labor Day weekend, from Friday morning through Monday evening. Attendance averages more than150,000 people. Off-season events are also held there.

Shopping

Woodstock Grown - You can find a variety of locally grown or made products, including Christmas trees and seasonal greenery, honey, fresh fruits and vegetables, nursery and greenhouse products, dairy, wineries and fiber and yarn.

Palmer Hall - Woodstock Historical Society, with a library, various historical collections, and period exhibits

Roseland Cottage, a unique historic house you can tour, and a variety of special events. Woodstock residents can tour the cottage for free! The Recreation Commission also sponsors several free Summer Twilight concerts on the lawn from June - August. See schedule. The Cottage is an excellent example of Gothic Revival Architecture.

Trails and other Parks in town - there are a number of hiking trails at Camp Nahaco, the Fifty-Acre Wood, Nipmuck State Forest, Palmer Arboretum, Roseland Park, Wyndham Land Trust, and more, offering varying degrees of difficulty and views.

Roseland Park -Playground, boating, skating, fishing, picnicking, walking and running. No swimming or camping is permitted. Pets must be leashed. Lake and grounds, pavilion, basketball court, benches, changing/bath house, boat launch. Rental: The park can be reserved for $75/day a day for weddings or parties.

The Town Beach -Swimming, fishing, canoeing, and picnicking. No pets are allowed. Certified lifeguards are on duty during designated hours and provide swim lessons. The Town Beach is also used for birthday celebrations, parties, and even weddings if desired.

Organizations/Clubs

Senior Citizen programs. The Woodstock Seniors Club Inc. is a private organization with regular meetings and special events and trips, such as coffee hours, exercise, arts and crafts, card, dominoes and Scrabble.